Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Perfect Spot to Enjoy Maui Ideal Island Retreat!
**Nohonani 201 – Your Oceanfront Paradise**Welcome to Nohonani 201, a stunning 2-bedroom, 2-bath condo on the 2nd floor, offering breathtaking ocean views from the kitchen, dining areas, living room, and master bedroom. The master bedroom, located ocean-side, features...
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!
This condo is situated in a quiet part of the Waikoloa Villas complex. This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen! The Waikoloa Villas complex includes two pools and a BBQ area.Located in the...
Maui Resort Rentals: Honua Kai Hokulani 320 – 2BR Corner Suite w/ Partial Ocean & Mountain Views + X L Balcony!
Hokulani 320 is an expansive two-bedroom partial ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains. The generous 1240 sq....
Unit 109 Stunning Views, Luxury, in Paradise!
A LITTLE ABOUT THIS CONDO...This exquisite condo offers the perfect blend of home-like comfort and island luxury, creating an unforgettable retreat in Maui. From the moment you step inside, you’ll be captivated by the stunning views of the lush tropical grounds and...
EL J209 Island Getaway Kaanapali Studio w Pool AC Beach Cabana
Eldorado J209 Spacious, Air-conditioned Studio, Sleeps 4 people with Comfort and Ease FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Kona Reef A12 Direct Ocean Front, Remodeled, Air Conditioning Gorgeous
Incredible Split Air Conditioning System installed in Bedroom & Living room in April 2023! Kona Reef is one of the most ideal resort destinations on the Kona Coast. Walking distance to town (less than a mile through downtown to the IronMan pier!). Experience...
Mana Kai Maui Resort condo with WiFi & private W/D - surf, bike, golf & swim
Mana Kai Maui Resort 709aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
Beautiful Ocean and Fairway Views! Upgraded! GC164
We love our Peaceful Maui Condo and want to share it with you! Enjoy views of the mountains, ocean, and golf course from our top-floor, vaulted ceiling condo.Our condo comfortably sleeps six and has all the amenities that you need to enjoy your Hawaiian vacation - just...
Aloha House - w/ boogie board, snorkel gear!
Aloha House has it all! In a nice local neighborhood, you will get the real Hawaii experience. Enjoy the proximity to great beaches and restaurants. You will fall in love with Aloha House. Relax away from all the chaos in this great local neighborhood. Sit in the...
Beautiful Partial Ocean View Condo with Tropical Furnishings
Hawaii Tax ID: TA-164-325-3760-01TMK: 390180030061Welcome to Maui Vista 1313, where tropical charm meets modern comfort! This 1-bedroom gem boasts a stunning ocean view and vibrant island-inspired furnishings that remind you...
Multi-Dwelling, Private Estate with Ocean Views and Two Hot Tubs TVNC#4284
Welcome to Kauai's magical North Shore!!! This 3 acre property with house and guest house offers pristine privacy and ocean views with a private path to a secluded beach. Kauai Vacation Hideaway also nurtures dozens of fruit trees that guests can pick from. Located just...
Ocean-Sunset Views at Ilikai Hotel Couples Getaway w/Fabulous Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — SEPTEMBER 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air
Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. New mini split level A/C system keeps the unit cool. Watch the dolphins, whales (during winter season) surfers, and those magnificent...
Kailua Village 5th floor - View of Kailua Bay KV506
Kailua Village condos is located in the heart of historic Kailua-Kona Village. This condo, located on the fifth floor, is high enough to capture all of the wonderful ocean breezes and watch the gorgeous sunsets in the evening. Kailua Village Condos has a keyed elevator...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 2BR Deluxe Oceanfront Villa
Two bedroom, two bathroom 1800 square foot villa featuring large balconies set off primary bedroom and guest room with direct ocean front view of the Pacific and the neighboring islands of Lanai and Molokai. Luxuriously appointed brand new purpose built condominiums....
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
VIEWS... VIEWS... VIEWS... OCEAN AND WHITE SAND BEACH ALL ROOMS. THE MELODY OF SURF WAVES BREAKING ON THE SHORE ALL DAY AND NIGHT... BREATHTAKING GOLDEN SUNSETS FROM THE LANAI/PATIO AT COCKTAIL HOUR!'FREE' Unlimited Long Distance Telephone & Fax to All USA and CANADA....
Kauai Beach Villas D-9, Centrally located on beautiful Garden Isle of Kauai
Centrally located on the beautiful Garden Island of Kauai. This 2 bedroom, 2 bathroom condo sleeps 6 and has three private lanais, a full kitchen and lots of amenities. After exploring the island all day come home and relax on the lanai outside the living room or wake...
ICC 13 Beautifully Furnish 2BD Kaanapali Cottage Pool
International Colony Club 13 2BD/2BA Beautifully Furnished Cottage in Kaanapli Near Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Tropical setting on the Wailea Blue Golf Course
Ekolu 1602 is a 2-bedroom, 2-bathroom condo on the second floor featuring amenities such as three private lanais, air-conditioning, and a washer/dryer. This unit comfortably accommodates up to 6 guests with a king bed in the master bedroom, a king bed in the guestroom,...
Just Reduced Value Season! 3rd Floor Unit Steps from the Beach
The best of Kihei Akahi - Quiet 3rd floor unit in the C Building with views of Mt. Haleakala, and the garden from the lanai. Walk across the street to Kamaole Beach Park II for excellent swimming, snorkeling with occasional sea turtles, or strolling the beach. There are...
Bungalow-Beach House
With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....
Oceanfront Corner Condo at Kuleana | Top-Floor Views, A/C, Pool, Tennis
Welcome to your tropical escape at the Kuleana Resort, the hidden jewel of West Maui. This 1-bedroom, 1-bath oceanfront corner unit is perfectly perched on the top (2nd) floor, offering uninterrupted views of the Pacific and spectacular nightly sunsets from your private...
"Ocean View Oasis: Enjoy Tranquil Coconut Tree Views Overlooking Beautiful Wailua Bay!"
"Oceanview Oasis" a beautiful ground floor at Wailua Bay View!Tropical Oceanview stylish decorated condo. The view of the ocean and swaying coconut trees will put right into vacation mode from the time you step in this condo. Sun, Surf and sand beaches await you here on...
KBM Resorts | FREE CAR | Napili Point | Oceanfront | Spacious 2-Bedroom Villa! NAP-C18
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Affordable Luxury in Waikiki
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
Wonderful Oceanfront Condo 🌊 Spectacular Views From The Lanai! 🏄♀️ Hale Kona Kai 408
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. The tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of sightseeing or relaxing; both bedroom and living...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
Premium Mana Kai Maui Resort condo with fantastic views, private lanai & WiFi
Mana Kai Maui Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Idyllic Island Retreat w/ Pools, Hot Tubs, Fitness Center: Near Beach, Dining
Waikoloa Beach Villas P4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An idyllic island retreat awaits at this lavish 3BR/3BA condo, located in the gated Waikoloa Beach Villas....
NP A8 OceanFront 1BD Condo w Ocean Views AC and Pool
Napili Point A8 Amazing Views From Living Room & Patio at This Condo So Close To The OceanFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
“Great location in town close to beaches, town and ocean 2 min walk”
'Price now 115.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...
2 Mi to Town: Kailua-Kona Condo Steps from Beach
Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...
Kaanapali Shores 213 Enjoy Your Well Earned Summer Getaway at OceanFront Resort
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 213, a freshly remodeled 2-bedroom, 2-bath condo set within the vibrant beachfront community of North...
Napili Shores F-245 - Napili Bay - Sand and Sunsets Included
Located on the second floor of F building at Napili Shores Resort, this spacious one bedroom / one bath condominium with private lanai is the ideal place for a peaceful Maui vacation. Napili Shores Resort is adjacent to the gorgeous sandy beach of Napili Bay - named one...
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 Bath
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 BathExperience the magic of Maui from this stunning oceanfront penthouse at Sugar Beach Resort. With breathtaking views of Maalaea Bay and luxurious amenities, PH35 offers the perfect blend of...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
Oceanfront, adjacent to North Ka'anapali Beach, Central A/C! Newly reduced rates
Welcome to the Maui Kai Resort. This private DIRECT OCEANFRONT ground floor condo, is perfect for a romantic couple s getaway or a family vacation! You can snorkel, swim, and relax all right here! Maui Kai is adjacent to Honoapiilani Beach Park where you can access the...
Kihei Akahi A108:nKamaole Beach II Ocean View Town House directly across street.
Aloha and welcome to Kihei Akahi. This is a charming townhouse located in South Kihei, Maui. This beautiful townhouse is located across from Kamaole Beach II, one of south Maui’s prettiest white sand beaches. The unit has a wonderful ocean view which can be seen from...
NEW! KBM Resorts | FREE CAR | Napili Point | Oceanfront 1-Bedroom Condo with Luxury Amenities! NAP-B13
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Oceanfront Lae Nani Beach Resort Luxury Ground Floor on Wailua Bay
BEAUTIFUL, OCEANFRONT, GROUND-FLOOR CONDO! Lae Nani #413 has wonderful landscaped grounds and a beautiful beach that makes Outrigger Hotels Luxury Collection Lae Nani Oceanfront Resort Condos one of Kauai's finest. Ultra high ceilings and ground floor location enhance...
Roomy Maui Suite w/Loft, Relaxing Lanai, Kitchen Ease, WiFi–Kamaole Sands 10408
Work out on the tennis courts, and then loosen up in the jet spa. Enjoy the poolside Mai Tai party before savoring a home cooked meal on your lanai. This air-conditioned 1,102sf villa features a full kitchen, WiFi, flat screens, washer/dryer and ceiling fans. Sleeps 6...
Beautifully Renovated Beachfront Molokai Condo
Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape. Masses of coconut palms sway in the breeze, and not a single traffic signal is to be seen. Relish in the spectacular ocean and island views for...
Maui Hill 99: Cozy 2BD/2BA Condo with Garden Views & Near Top Beaches
Enjoy exclusive offers for all new reservations booked on or after October 13, 2024! Choose from one of the following promotions to enhance your stay:Book 5 nights, get the 6th night FREE!Complimentary late check-out for added relaxation!Stay now and receive a FREE...
Located on 6 miles of oceanfront sandy beach
This beautifully updated, Central air-conditioned, ocean-view one-bedroom condo is located on the fifth floor at Sugar Beach Resort on the stunning shores of North Kihei at Sugar Beach. Enjoy early morning beach walks on one of the longest stretches of sand in all of...
OCEANFRONT PROP - Sleeps 6 - Just $419! Kihei Sands Beachfront Condos - B15
Escape this Winter, where warm trade winds & SPECTACULAR Whale Season views await! Take advantage of our EXCLUSIVE Winter Rates starting now until March 2026!Aloha & welcome to Condo B15, a 4-BEDS / 2-BATHS townhouse-style home on the 2nd level (no elevator) at Kihei...
Maui Sunset Vacation Rentals B514
The Maui Sunset is famous for its manicured lawns and ocean front location, the wide V shape of the two buildings assure everyone is looking towards the ocean. BUT this condo is on the top floor and closest one bedroom to the ocean. Only the 2 bedrooms are closer. I...
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Welcome to Waikomo Stream Villas unit 100, your tropical gem in the heart of Poipu! Nestled in lush greenery and surrounded by vibrant flora, our one-bedroom condo is the perfect escape for those seeking tranquility and natural Hawaiian beauty.Why you will love this...
Aston Whaler at Kaanapali 514: Completely Renovated 5th Fl Ocean View Studio
Upgraded and Renovated studio ocean-view condo at the Whaler on Ka'anapali Beach. This spacious studio can sleep up to 3 people. There is a California King bed and a Queen sofa sleeper. Located on the 5th floor and a short walk to the beach. There is a partial Ocean...
Hotel-zoned Oceanview Oceanfront Penthouse! - Menehune Shores 619
This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined with lush tropical flowers. Dive into...