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.
Luxe Private Princeville Getaway Near Hanalei Bay!
Enjoy the very best of the North Shore at this luxury private retreat in Princeville! Located on a cul de sac in the exclusive quiet Princeville community with stunning views of the Makai Golf Course and Bali Hai Mountains! Overlooking the 9th hole and just a short walk...
Perfect beach getaway with pool & high-speed WiFi
Mahina Surf 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat the family to a memorable stay here in Lahaina and make this lofted island getaway your home base. Step inside,...
Stunning Ocean Front Home
Amazing location and views! Charming oceanfront bungalow with remodeled bathrooms and kitchen, including granite counters. Tile floors throughout the house. Easy walk to sandy beach. Enjoy soaking in oceanfront hot tub on lanai. There are two master suites (one is...
STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING
Book with confidence, this stunning over sized, 2 bedroom, 2 bathroom (1260 sq. ft) condo that has been completely remodeled from top to bottom. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within...
Napili Oceanfront Tropical Paradise, beach, AC, remodeled
Kahana Sunset is a smaller oceanfront condo resort situated on the sandy beach of Keoni Nu'i Bay. Some say the beach is a hidden gem as most beach goers are only guests staying at the property. The condo is upgraded and remodeled providing comfortable and convenient...
The Penthouse at Poipu Shores 406A, Oceanfront With Best View in Poipu, A/C
3 Bedrooms, 3 Bathrooms, Living Room, Separate Dining Room, Full Kitchen, LaundryThe Penthouse at Poipu Shores is the corner unit on the top floor, and is only a few feet from the ocean. Originally built for the developer, it is the largest condo at Poipu Shores (2200...
Oceanfront #1 at Hana Kai Maui - 1 Bedroom, Corner Unit 100ʻ from Water!
Waikaloa - Unit 1 is a 1 BR/1BA oceanfront unit. Just 100′ off the water, this lovely unit has warm tropical decor with bamboo walls and rattan furniture, a King-size bed, granite counter tops and hardwood floors. The stunning view is showcased by expanded windows....
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Kailua-Kona: Your Vibrant Oceanview Escape AwaitsExceptional Comfort | Prime Location | Breathtaking Views | Beach-Ready AmenitiesStay in Style- Sleeps 6:- Two vibrant bedrooms plus a cozy living room with a double sofa bed.- Primary Suite- Embrace the island's natural...
Spectacular! Absolute Oceanfront ground floor corner condo 4-104 Panoramic views
EXPERIENCE TROPICAL PARADISE! From the large wrap-around lanai you have magnificent unobstructed views where you will enjoy spectacular sunsets year round, watch spouting whales in winter and playful dolphin all year. Our ground floor corner unit, which is just steps...
🏖️Third Floor Penthouse | AC| Excellent Views Ocean | Walk To Beach | vrKCV
vrKCV - Kahalu'u Beach Villas 303, Professionally Managed by Kona Coast VacationsThis island home is the perfect place for a honeymoon, a getaway with friends, or the perfect family vacation. Steps away of the best snorkel beaches in Hawaii, Kahalu'u Beach, this...
Spectacular Ocean View in Ka'anapali at the Whaler
** Please Note ** If this property is unavailable for your preferred dates, please try our other Whaler property at www.vrbo.com/4152032Aloha! Your spectacular vacation awaits in Unit #464 on world-famous Ka’anapali beach - one of the most beautiful beaches in the US....
Prime Oceanfront Condo- Auberge Access!
Beautiful, spacious oceanfront condo at the acclaimed Mauna Lani Terrace - steps from the beach! Re-furnished in 2021, D102 has two master bedrooms on each side of a spacious living room and kitchen area. The master bedroom has a king size bed and the second bedroom has...
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Newly Built 3-bedroom 2.5 Bath home in a quiet and 24/7 gated community....
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Nanu’alele – Unit 4 – is an oceanfront 1-bedroom, 1-bath unit. This top floor, corner unit enjoys amazing views of Hana Bay and Waikaloa Beach and is very private. There is a queen-size bed in the bedroom and a queen-size commercial grade hide-a-bed in the living...
Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!
FULLY PERMITTED BY MAUI COUNTYSTPH 2013-0026TA-073-017-7536-01, TA-134-951-1168-01Attention, the State of Hawaii is considering an increase of Transient Accommodation Taxes of 0.75% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when...
Kauai Exclusive - Pane Makai Dolphin Suite - Steps to the Beach!
With ample room and durable bamboo decor, this plantation-style beach suite is less than a minute's walk to the beach. This spacious, air-conditioned home sleeps up to eight people and is the perfect gathering place for family, friends, and loved ones. This 3,000 square...
Polo Beach Club | 408
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...
One Bedroom Molokai Getaway
Come enjoy the natural peace and beauty of Molokai, HI from your private lanai that is truly ocean front. Start your day with an amazing view of the sun rising over Maui while enjoying your favorite beverage and breakfast with the sounds of the ocean and palm leaves...
GREAT LOCATION, POPULAR RESORT, UPGRADED OCEANVIEW CONDO!
WELCOME TO THE PAPAKEA BEACH RESORT UNIT C106, ADJACENT TO NORTH KA'ANAPALI BEACH! As of July 1, 2025 Papakea resort will no longer have $25 per day resort fee! Kick off your shoes and get ready to relax! Papakea is a great location for a friends & family vacation or...
Island Oasis: Stunning Ocean View Retreat! Heated Pool, Spa, AC & Putting Green
Island Oasis by Gather is located in one of Kailua-Kona's most coveted gated subdivisions, Keauhou Estates. This ocean-view Kona vacation rental home offers unparalleled views of Keauhou Bay, Kona, and grandiose sunsets year-round. Take a pause and ponder the...
Discounted Rates-Direct Ocean Views-2 Bedroom,2 Bath,Sleeps 6-Great Value
Kahana Sunset's unit E11 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset fronts one of Maui's most romantic white sandy beaches nestled on protected Keoni Nui...
SPECIAL DEALS! Waipouli Beach Resort 2 bed/3bath Paradise is Calling!
Waipouli Beach Resort is a premium vacation complex in Kauai. This highly sought-after resort boasts a spectacular pool area complete with two thrilling waterslides, three hot tubs, a lazy river, waterfalls, and even a sandy pool area for little ones to enjoy. For those...
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
Kapalua Luxury Villa, Ocean and Golf Views, Whale Watching, Gorgeous Sunsets
This amazing 2BR, 3 full bath villa faces west towards Molokai, and Lanai. This designer renovated unit offers spectacular sunset views and is ideal for whale watching. Each luxurious master suite has ocean views and a private lanai. The private baths are spa quality...
Maui Resort Rentals: Honua Kai Konea 615 - 6th Floor Studio w/ Full Ocean Views!
Peace and tranquility await your arrival at Konea 615. One of the absolute best studios on offer at Honua Kai, this luxurious gem provides full ocean views from its 6th-floor vantage point above the palm canopy as well as shelter from the prevailing trade winds. Its...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Large Inner Courtyard! HKH-211
Stunning 2-bedroom ocean-view villa with private lanai, elegant open layout, and high-end finishes-nestled in a lush courtyard at Honua Kai for the ultimate Maui luxury retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Welcome to Ko Olina Beach Villas O224 by Gather, an inviting two-bedroom, two-bathroom villa located in the prestigious Ko Olina Resort on Oahu’s sunny west side. Situated on the second floor of the Ocean Tower, this elegant retreat offers the perfect blend of...
Ocean Views in Na Hale O Keauhou
Glorious Na Hale O Keauhou is an exclusive luxury gated community in the heart of Keauhou. Unit B4 is a 3 bedroom, 2.5 bath townhome with 2 covered lanais. Enjoy spectacular 180 degree unobstructed ocean and sunset views from almost every room of this condo. The open...
Free standing cottage, providing a lot of privacy. Low traffic around property.
Pali Uli 7Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack your bags and make your way to this piece of Princeville paradise! With no foot traffic or passersby to contend with,...
White Sands Village #323, Across From Magic Sands Beach
Enjoy this two-bedroom, two-bathroom White Sands unit. Newly updated kitchen and freshly painted home. Relax on the lanai and soak in the ocean views or chill out in the air conditioning and stream your favorite show. Located on the iconic Alii drive.The spaceEnjoy this...
Private Oceanfront Condo Punaluu Black Sand Beach
Welcome to your home away from home, Hale Ke Kai, “where the land and sea meet.” You will come to find out why so many local residents and visitors call it one of the best units at Colony I. We feel honored to have the opportunity to show you the reasons so many...
Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!
Address for this Condo: Luana Kai 940 S. Kihei Rd #C102, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Aloha and Welcome to Luana Kai #C102, a beautifully remodeled, ground-floor unit in a tropical, oceanfront complex, featuring...
Ocean Front at a Safe Distance! Plus Full View Garden & Pool!
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, An easy 20 minute drive south of Kona Int'l Airport and one easy walk (approx 1 mile north) to downtown Kona. Your condo is just a short distance from Magic Sands Beach, one of Hawaii islands best body surfing areas and...
Cute 4br Bungalow steps to the Ocean
Welcome to our Nalo Road Bungalow, a picturesque home situated just a few blocks from Poipu Beach Park and steps from the ocean. You will love views from the large covered lanai that has plenty of space for relaxing and socializing with friends. The great room is...
April DEALS. Remodeled Modern Studio. Private Cabana. 5-Star Reviews.
All new CUSTOM: floors, walls, ceilings, designer kitchen and appliances, tile, countertops, large walk-in shower, bathroom, furnishings, linens. EVERYTHING is BRAND NEW for a modern updated look. The Eldorado staff has said this is the NICEST UNIT on the property.Unit...
KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING
A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!This features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. Unit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this...
3 Bedroom Spacious Waikoloa Beach Resort
The Waikoloa Beach Resort is one of the most popular vacation destinations on the Big Island of Hawaii. Our Townhome offers everything you would need to enjoy your vacation directly within the resort. The Waikoloa Beach Resort is home of two championship golf courses,...
OCEANFRONT RESORT- $169/nt til Apr 18! Kihei Sands Beachfront Condos-A3
We are ON THE WATER! You won't need to cross the street or walk through acres of land to get your feet wet. The weather is warm (it's 85 all day every day,) skies are sunny & the drinks are cold! If you're looking for an unpopulated spot within a 15-minute drive of...
Anini Mauka - A/C, close to the beach TVNC #4328
Welcome to Anini Mauka!Permitted Vacation Rental Property - TVNC#4328. Transient vacation rental is located in the tsunami evacuation zone Welcome to Anini Mauka, this adorable Hawaiian house located just up the road from the pristine beach of Anini Beach, you'll find...
❤️PiH❤️STARFISH★Best Views in Kulalani★Elegance and Luxury ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Starfish House, a part of our Hawaiian Luxury Collection. The owners are the same as that of Sea Glass House at KaMilo which is one of our most elegant homes. Like Sea Glass and its best location in KaMilo,...
Oceanfront Corner unit Condo , Hawaiian Princess
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling and breathtaking ocean and...
Maui Turtle Condo - Mahina Surf 204
Maui Turtle Condo - Ocean FrontCome and enjoy the beautiful ocean front Maui Turtle Condo at Mahina Surf. We are located on a sea turtle habitat. Turtle sightings are daily! Relax and watch sunsets paint the sky on the lanai where you may catch view of turtles swimming...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Oceanfront with 2 Master Suites, Heated Pool, Fully Stocked, Amazing View!!!
If you like the sun, the beach, and a relaxing vacation this is the place for you!!! It's the perfect home away from home with everything you need! It has king-sized beds in both bedrooms, HDTVs everywhere, and a fully stocked kitchen including...
Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC
A one bedroom, King Size bed, with a Queen Sleeper couch and AC (2 Ductless Mini Splits on the walls in the Living Room and the Bedroom). Pono Kai resort with lots of amenities: Adjacent to Old Kapaa Town and Bike Path. https://ponokai.com • Weekly Island...
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
NIHI KAI 203 AT KOLOA KAI VACATION RENTALSPolynesian-Inspired Luxury in the Heart of PoipuWelcome to Nihi Kai 203, where the beauty of Kauai meets the comforts of modern living. This beautifully remodeled 2-bedroom, 2-bathroom condo offers a luxurious retreat with...
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!
We are excited to share with you our remodeled Kiahuna Plantation Condo with new kitchen, bathroom, living room and more! Kiahuna Plantation is the perfect beach vacation getaway for young families, couples and active travelers. Located in beautiful Poipu on the...
Oceanfront townhome sleeps 6! Honokeana Cove #101
Welcome to Unit #101, Honokeana Cove’s only 3 bedroom 2.5 bath Townhouse! Sleeps 6. Two remodeled lanais with abundant seating give you an amazing view of a beautiful cove, filled with tropical fish and Honu (Hawaiian Sea Turtles) with expansive views of Napili Point...
Welcome to Konea 238, 2nd Floor, Great location, QUIET part of resort
Aloha and welcome to Maui!Our unit is in the Konea Tower #238We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali...
Kihei Akahi C-519: Beautifully Renovated 2bd/2ba Garden View Condo
This two-bedroom, two-bath Maui vacation rental is located in the heart of Kihei and has access to many of the shops and restaurants local people love. The rattan furniture in the living room is cozy and inviting. The living room in this condo is wide open and sunlit,...