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.
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Nakoa Kai in Sunny Poipu with Pool
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to beautiful white sand beaches and the shops and restaurants of Kukuiula. Sixteen-foot glass-panel pocket doors open to an...
Island getaway with heated pool, golf, AC, & private beach - walk to dining
Mauna Lani Fairways 1401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to this Mauna Lani Resort townhome and experience the laid-back luxury of island living. Unwind on...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Easy Pool & Beach access! HKH-247
** 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...
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.
TA-059-556-6592-01 / GE-059-556-6592-01TMK-380020030011Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This small, intimate property offers only three vacation homes for short term rental (the other 15 homes remain empty...
Private Top Floor Retreat w/ Incredible Ocean Views from Every Room
Sealodge G8 is beautiful and welcoming home-away-from-home that has some of the best views on the entire island! Situated in the heart of Princeville, your cozy escape has two bedrooms that look right out over the water, a comfortable and well-appointed living and...
Stunning Ocean Views! Prime Location! Ekolu # 1705
You'll enjoy the terrific location of this comfortable 2 bedroom / 2 bath condo. Ekolu 1705 is walking distance to restaurants and shops and a short drive to the beach. Kick back on multiple lanai options, enjoying the lovely trade winds. Sleep will come easy after a...
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Waikoloa Beach Villa E2, two bedroom, two bathroom villa located in Waikoloa Beach Resort. Ground floor villa, with privacy. Smart TV’s in each bedroom with a queen bed in the guest bedroom and a king bed in the master. The villa has a detached garage with beach...
🏖️Best View on the Island! | AC | Walk to Town | vrKCV
vrKCV - Kona Reef A32, Professionally Managed by Kona Coast VacationsWelcome to the best ocean view in Kona! This top-floor, oceanfront condo offers breathtaking panoramic views and a prime location just fifty feet from the water's edge. From the lanai, you can watch...
Perfect oceanfront escape with resort pool, hot tub & gorgeous views
Mahana at Kaanapali 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the unforgettable Hawaiian vacation you've dreamed about and bask in tropical beauty when you stay in this...
Luxury Mauna Lani Golf Villas-2 Floor- Recently Refreshed-BBQ-Private Beach Club
The Golf Villas at Mauna Lani E23Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Kohala Coast, in the heart of the luxurious, and private Mauna Lani Beach Resort, we...
KS 103 Remodeled OceanFront 2BD Ground Floor AC Pool
Kaanapali Shores 103 Beautifully Remodeled 2BD/2BA Steps From The Pool & Ocean at Kaanapali KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTYFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121
Welcome to Waikomo Streams 121 by Gather. Strolling the grounds of Waikomo Streams Villa in Poipu is like walking through a fairy tale. A bamboo forest, brightly colored flowers, and a waterfall spilling into a serene pond where multi-colored koi swim are all waiting to...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
EL K104 Spacious Condo Ideal for Maui Vacation
Eldorado K104 Newly Renovated Spacious 1Bedroom Perfect for a well-deserved Maui Vacation 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...
Maui Tranquility ... Relax, Unwind and Feel Welcomed!
Aloha! Mahalo for looking at our listing! Our wonderful place is ground floor and at the rear of our small boutique garden resort, so it's peaceful and relaxing - hence the name 'Maui Tranquility.' We've just completed a major remodel, almost everything is new! We've...
Mauna Lani Fairways | Walk to the Beach!
Summary:Ideally situated between 2 world-class resorts in a private, gated community, this fantastic 3 bedroom and 2.5 bath villa provides easy access to breathtaking beaches and world-class dining, shopping, golf, and spas. Maximum occupancy strictly enforced in...
Aloha Condos, Kanaloa at Kona, Condo 1503, Oceanfront, AC
SPECTACULAR UNOBSTRUCTED OCEAN & GOLF VIEWS FROM YOUR PRIVATE LANAI! Your vacation home features: 1900 luxurious square feet.Spectacular vaulted ceilings and koa wood details.Two spacious bedrooms and additional loft bedroom.Master & guest bedrooms each with king...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
This beautifully renovated oceanfront townhome offers the ultimate Maui experience, where the ocean is truly your backyard. Newly furnished and fully equipped, this home provides everything you need for a relaxing vacation in Puamana. No need to pack the car—surfing,...
Luxurious condo in a prime location - Wailuku
Milowai 401 is a 1-bedroom, 2-bathroom condo featuring amenities such as stunning oceanfront views, an expansive lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a Queen bed in the bedroom, as well as two Queen size...
Serene Aliomanu Bay Vacation Rental on Kauai's East Shore
This exquisite, fully remodeled four-bedroom home is regally perched as close to the edge of the ocean as a house in Hawaii can be. Featuring a private staircase with 11 steps leading directly to the water’s edge, this is beachfront living at its finest. With sweeping...
Kalani Kai#109 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Wonderful Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Tiled throughout, No carpet! You'll appreciate a remodeled fully equipped kitchen with granite countertops, good quality cabinets, Dishwasher, Stove, Fridge,...
Enjoy Our Maui hideaway…nOcean view ….complex fronts on the sandy beach
This is the condo you've been searching for! Our newly renovated 2 bedroom 1 bathroom (880 sq ft) top second floor condo is a total gem on sough-after South Kihei! Steps from Sugar Beach and centrally located on the island, this is the perfect home base for your Maui...
Charming 3 BR Puamana Oceanfront in private gated community
Step into an elegance and lifestyle so mesmerizing you may never want to return home! Enjoy your adventure and make many treasured memories at our three-story charming townhouse that really is anyone’s dream of ocean front living so close to the Pacific Ocean. This...
🏖️Golf Discount Included! | Ocean, Golf & Mountain Views | vrKCV
vrKCV - Halii Kai 9H, Professionally managed by Kona Coast VacationsWelcome to 'Ohana Hale, a stunning 3-bedroom, 2-bath condo located in Hali'i Kai, one of the finest condominium resorts on the Big Island of Hawai'i. Perched along the scenic 7th tee of Waikoloa's Beach...
New Listing! Maalaea Banyans 204 - a Budget-Friendly Ocean Front Getaway on Maui
Dreaming of a Maui vacation without breaking the bank? This budget-friendly condo offers a simple and cozy retreat for two, just steps from the ocean in the serene community of Maalaea. Conveniently located near Kihei, Lahaina, and the airport, this condo provides easy...
🏖️Resort Living | Free Concierge | AC | vrKCV
vrKCV - The Shores at Waikoloa 202, Professionally Managed by Kona Coast VacationsExperience Hawaiian Charm with Stunning ViewsWelcome to Shores at Waikoloa Unit #202, a spacious and beautifully decorated corner condo in the sought-after Sandalwood Tower. Located on the...
Spacious home with charming views from lanai - walk to the beach
Hale Lani LeiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This wonderful, four-bedroom home is the spot for your next vacation, featuring two king master suites and two lovely...
Little Slice of Paradise with a Garden View
Hawaii Tax ID: TA-010-944-1024-01TMK: 390200010004What a treat it is to dine on either one of your two lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, lazily plan to walk across the street in the morning for a...
Kailua-Kona House w/ Balcony & Ocean Views!
Plan a trip to the beautiful island of Hawaii and stay at this elegant 3-bedroom, 2-bathroom vacation rental house in Kailua-Kona. The home boasts an open interior, a fully equipped kitchen, an outdoor shower for your convenience after days at the beach, and a large...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Kauai Sunsets - Hanalei Bay Resorts 5304
Hanalei Bay Resort 5304: This beautiful studio room is located on the top floor with high open-beam ceilings. It is surrounded by tropical foliage and spectacular views of Hanalei Bay and Bali Hai. On your very own private lanai, you will capture the true Hawaiian Aloha...
Spacious Studio Located In Waikiki, Close To Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Oceanfront Paradise 128-1 Puamana!! You won't want to leave!!
This beautifully updated two-bedroom oceanfront home in Puamana remains a peaceful and inviting retreat, even in the wake of Lahaina’s devastating fires. While much of the surrounding community was impacted, this home stands strong—professionally cleaned from top to...
4BR tropical oasis with AC, 3 private lanais, near shopping, dining, beach
Welcome to Puamana 2C, a stunning 4-bedroom, 2-bathroom Kauai vacation rental nestled in the heart of Princeville. This luxurious retreat combines comfort, convenience, and tropical charm to create the perfect setting for an unforgettable island getaway.The lower level...
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
E Komo Mai! Welcome to Loke Lani + Guest House 'Ohana!Enjoy a bright, tropical retreat designed for comfort and relaxation. The main house features 3 bedrooms and 2 bathrooms, including a primary suite with king bed, soaking tub, and a bonus baby room with crib. Cook in...
KRV 1521 Luxurious Kapalua Ridge Condo w Ocean Views
Kapalua Ridge Villas 1521 Luxurious 1Bedroom Kapalua Villa on Golf Course with Ocean Views for a Relaxing Getaway From Furnished Lanai FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale...
Penthouse Oceanfront Condo with AC and Fabulous Views #407
Walk into our beautiful condo, step out on the large lanai, enjoy the fabulous ocean view, and you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
❤️PiH❤️ BLUE LAGOON★Hilton Resort Pass★Heated Pool & Spa
Blue Lagoon Villa brought to you by Paradise in Hawaii Luxury HomesWelcome to the professionally decorated Blue Lagoon Villa, a part of our Hawaiian Luxury Collection. Blue Lagoon at KaMilo is a wonderful large single-level 4 bedroom home that includes three bedrooms in...
Farm Stay Cottage on Organic Farm
The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. Decorated in...
Kihei Kai Nani 238 - Garden View 1 Bedroom, Split AC, Steps to Kamaole II Beach!
Tucked away within the quiet rearward part of this tranquil, low-rise resort and nestled in the Maui tropical greenery that sways just off the lanai, Kihei Kai Nani 238 is an elegant second floor one-bedroom condo is less than a two-minute stroll from stunning Kamaole...
2-Bedroom Villa in Paradise - Ko Olina Beach Villas
A beautiful 2 bedroom condo at the exclusive Ko Olina Beach Villas.This luxurious villa is located on the white sandy beaches of one of the best semi-private Lagoons in Oahu. Even during the busiest season the limited resort access keeps the lagoon quiet and uncrowded,...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
Wilikeiki - a 1br/1ba cottage on the beach in Hanalei - with Wilikoki
TVNCU-1327 - TA# 168-954-4592-01 Wilikeiki is a one bedroom, one bath beach front cottage situated next to Wilikoki. The cottage includes a full kitchen, separate bedroom and bath, cozy reading corner, dining area, and lanai. There are beautiful ocean views from the...
Paradise in Maui - the Maui Kamaole Resort!
We offer affordable luxury in Kihei, Maui's premier condominium resort, Maui Kamaole. This is a garden view condominium, completely furnished. The complex is low rise, and we are on the ground floor (garden and private lanai).The Maui Kamaole Resort complex has two...
This Blue Sky Escapes Studio Beachside condo/Walkout to Hot tub, Pool and BBQs
My studio condo is located in the perfect location on the ground level walk out from the patio directly to the pool and BBQs for poolside dinning and right across the street to a beautiful white sand swimming beach Kamaole Beach II. It is one of the only studio units in...
Ground-Floor 2BR Retreat with Ocean Views & Easy Beach Access – Wailea Elua #307
Wailea Elua #307 – Ground Floor Ocean View Comfort with Tropical EleganceWelcome to Wailea Elua #307, a newly remodeled ground-floor condo located in the oceanfront section of one of Wailea’s most exclusive communities. With expansive ocean and garden views, upscale...
Kamaole Sands, Building 5, Inner Courtyard, King Bed
Building 5 - located in the back of the property, farthest from Kihei Rd. This upscale property is located in beautiful, sunny South Kihei directly across from the Kamaole III beach. The complex is set on 15 acres of lush tropical gardens including fountains and a...
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who like to travel together. Two lanai areas to enjoy the ocean breezes and access to the pools at Poipu Kai. Also includes...
Panoramic View 11th Floor- Best Location!
Ocean view condo at The Whaler. Fantastic views One bedroom one bath. The condo is on the 11th floor in tower two, located one in from ocean front with fantastic ocean views. Fully equipped, fully furnished, air-conditioned, with full kitchen, and very clean! One of the...