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.
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
NEW/Special Rate Kihei condo Across the Kamaole 2 Beach
Welcome to Your Tropical Retreat at Kihei Kai NaniEscape to paradise and experience the beauty of Maui from the comfort of our charming 1-bedroom, 1-bathroom unit at Kihei Kai Nani. With a convenient location, comfortable accommodations, and all the amenities you need,...
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your own meals. Enjoy Maui wine and beers from your private lanai. Amenities include WiFi, flat screens, ceiling fans and washer/dryer. Sleeps 4 in 1 Queen...
TCP-1136 | Seagrove Ohana House Ko Olina
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Diamond Resorts Ka'anapali Beach Club - 1 Bedroom Ocean View
*** Sanitation/Cleaning Update ***At Diamond Resorts, the safety and well-being of our guests and team members is of utmost concern. We remain diligent in our commitment to provide a safe, hospitable environment for all who visit our properties. Please read below for...
Marriotts Ko Olina Beach Club - 1 bedroom
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Kiahuna Plantation Resort 303 Garden View 1 BD
- Private, lower floor condo with expansive garden views from spacious lanai including the Moir Gardens below- Tiled flooring throughout with cozy carpet in the bedroom- Kitchen and appliances newly refreshed and includes full size glass top stove with oven, microwave,...
Waipouli Beach A107 Grand Premier Beachfront 2B/3B
Indulge in island luxury with this deluxe two-bedroom condo set right on the beachfront. With stunning panoramic views and a beautifully appointed interior, it offers an elevated retreat just steps from Kauai’s shoreline.• Unit closest to the beach with an...
Beautifully upgraded 1bd condo with ocean views
Papakea H301 is a 1-bedroom, 1-bathroom condo that comfortably sleeps 4 guests. It features ocean views, a window AC unit, luxurious master bedroom and bathroom, and a beautifully remodeled kitchen! The main living area is the perfect spot to relax after a day in the...
Gorgeous Views- Kuleana 514 1 bed/1ba condo
Oceanfront Paradise at Kuleana 514 – West Maui Getaway 1 Bedroom • 1 Bathroom • Sleeps 4 • Oceanfront ResortWake up to the sound of the waves and breathtaking views of Molokaʻi and Lānaʻi. Kuleana 514 offers the perfect blend of island comfort and modern...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed and 2 queen beds, perfect for a group getaway. With 2 bathrooms equipped with a hair dryer, bathtub, and shower, guests will feel right at home. Additional spaces include cozy...
Kapalua Bay Villas Gold Oceanfront 1 Bedroom
Bay Villas Gold Oceanfront 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 1200-1500 sqft/111-139 sqm-...
Kaanapali Alii | 463
Welcome to Kaanapali Alii 463! This beautiful one-bedroom residence features stunning panoramic views of the green West Maui Mountains from the largest lanai on property. Watch the sun rise each morning over the mountain range as you enjoy a smooth cup of freshly brewed...
Sky Ala Moana 3509: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
Indulge in luxury living within this exquisite condo at Sky Ala Moana. With two bedrooms, two baths, and two parking spots, this residence epitomizes contemporary elegance fused with timeless charm.Upon entering, you're greeted by a meticulously designed space adorned...
Wailea Beach Villas|PH508
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layout—perched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Beachfront Retreat | Room w/ Lanai | Pool Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities,...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Mana Kai at Waimanalo by Gather,...
large 1-bedrm resort condo w lanai on Hanalei Bay in Princeville, Kauai
This Princeville condo boasts 1 inviting bedroom. The fabulous living room with a cozy sofa bed is perfect for relaxing after a day of exploring. Guests can enjoy amenities like AC, a washing machine, and WiFi during their stay. Experience what Princeville has to offer...
Wyndham Bali Hai Villas | Two Luxury Villas Sleeps 14!
Summary:This listing is for two Luxury villas at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Suite 1: 3-Bedroom VillaSuite 2: 2-Bedroom Villa- Photos are stock photos provided by the resort. Your suite may...
Waterfront Lanikai Beach Compound
Sprawling oceanfront 5BR/5BA compound, steps to Lanikai beach.Share meals and play games in the oceanside backyard. Walk 5 minutes to gorgeous days on Kailua Beach Park or just steps to iconic Lanikai Beach.Furnished fully-equipped kitchen. Two parking spaces.The...
Wailea Elua Village | 1509
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
Your New Happy Place! Haliʻi Kai 2B&B condo in beautiful Waikoloa Beach Village
Enjoy the relaxing beachfront pools at Haliʻi Kai, located in the heart of the Waikoloa Beach Resort. This inviting upstairs condo features a primary bedroom with a California King bed, walk-in closet, large smart TV, and a private en-suite bathroom. The guest bedroom...
🏝️Summer Deals-Cute Ocean View Condo, walk to beach🏝️
Maui Vista #1-218 is a one bedroom, one bathroom condo on the second floor of Building 1 with Ocean View. The condo has been refreshed with bright modern furnishing. It features air conditioning throughout, a fully-equipped kitchen, washer and dryer. The condo has been...
Kapalua Ridge Villa 2023 Gold Ocean View 3 Bedroom
- 2nd floor, 2 story villa with 8 stairs from parking- Tile floors throughout- Updated open kitchen with granite counters and high end appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Clean and Cozy Waikiki Condo, A Digital Nomad, and Surfer's Dream!
This stylish and cozy Waikiki Condo is located off Liliuokalani St. in the heart of Waikiki. 1 bedroom 1 bath on ground level, furnished with queen size bed in the bedroom and futon sofa in the living room, a/c in the bedroom. The building has a pool, Laundry room, and...
Beautiful Paradise Park Hale
Bring the whole family to this peaceful place at the most desirable sunbelt location in Hawaii Paradise Park. It is a very comfy and spacious place with brand new furniture and appliances throughout the house. Enjoy a fully stocked kitchen, dedicated work space, free...
High Floor Ocean View Waikiki Condo – Fully Renovated with Free Parking Included
Wondeful and Renovated 1 Bedroom /1 Bathroom /1 Free Parking unit located on the 27th floor of the Waikiki Banyan. Amazing partial Ocean Views from the lanai and bedroom!Total of 3 Sleeping Arrangements - 2 x Full Size Bed in the bedroom + 1 x Queen Sofa Bed in the...
Contemporary & Renovated Honolulu Suite w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Located in Honolulu, enjoy what this 1-bedroom apartment has to...
Beautiful Modern Remodeled Maui Banyan Suite
Experience Maui at Maui Banyan P103 suite, a charming 2-bed, 2-bath condo just steps from Kamaole Beach Park II. Conveniently situated on the first floor, it accommodates up to 6 guests. Enjoy the tranquil lanai for morning coffee or dinners amidst lush greenery. Take a...
XMAS & NEW YEARS 2025 PRESIDENTIAL BEAUTIFUL 3-Bdrm/3-Bath SUITE BALI HAI RESORT
Available for (11 Nights) Xmas through New Years (Dec 23 - Jan 3rd)! Nestled on the North Shore among the most beautiful beaches and landscapes in the World - Princeville & Hanalei Bay is Kauai’s most picturesque community and the resorts ideal location & natural...
New Listing! 2 Adjacent Luxury Homes, Sleeps 16, Walk to Beach!
Welcome to Canoe House and Beach Walker at Champion Ridge by Gather, an extraordinary retreat offering two luxurious homes one driveway away from each other, within the prestigious Mauna Lani Resort on the Big Island of Hawaii. Ideal for larger families or groups...
Royal Kahana Maui 1218 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 twin sofa bed- 431 sqft - Maximum 3...
Kapalua Bay Villas Ocean View 1 Bedroom
Bay Villas Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500 sqft/...
New Listing! Garden view, steps to stunning beach
Aloha & Welcome to Maui Kaanapali Villas A303! Step into paradise at this beautifully appointed, spacious one-bedroom, one-bathroom condo nestled in the heart of Kaanapali—just a short stroll from one of Maui's most stunning beaches. Central air conditioning keeps you...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Stay comfortably in Kihei at this 1-bedroom condo, directly across from the beach. An ID & cc will be required to put on file.Enjoy our soft queen bed in the bedroom and a cozy sofa bed in the living room. This amazing property offers Wi-Fi, an indoor washer/ dryer, and...
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
July 4th at the Westin Nanea 6/29-7/06. Other dates available upon request
The Westin Nanea Villas is a luxurious Hawaiian rental property located on the beautiful oceanfront of Kaanapali beach. Offered are 2 bedroom villas with either a resort or ocean front view. Also available is a 3 bedroom villa with a guaranteed ocean front view. Please...
Family-Sized 5BR Retreat with Easy Beach Access
PERFECT FOR:Families | Large Groups | Remote workers | Pet owners | Beach lovers | Golf enthusiastsGreat Location:- Minutes to pristine Ewa Beach for surfing & swimming- Close to championship golf courses- Easy access to local dining & shopping- Peaceful residential...
Wailea Ekahi Village | 47D
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Wailea’s most sought-after beachfront communities. Perched on a gentle slope, this upper-level unit offers breathtaking ocean views from the private lanai, perfect for...
Wailea Elua Village | 707
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
SPECTACULAR OCEANFRONT A/C Near everything! at the Kahana Beach. Studio, Lanai
Welcome to our relaxing Kahana Beach Condo, 20 ft from ocean, fantastic location, cozy comfort meets paradise! Our air-conditioned haven provides a refreshing retreat from the tropical heat, ensuring you stay cool and relaxed throughout your stay.Step into our spacious...
Oceanfront Luxury Villa Near Town- Easy Access to Kalapaki Beach & Hiking Trails
Experience the elegance of the Pali Kai Suite, a luxurious 2-bedroom retreat within the prestigious Pali Kai Palace estate in Kauai, HI. Surrounded by breathtaking tropical scenery, this suite features central A/C, a private balcony, stylish furnishings, and...
Marriott Waiohai Beach Club - 2 Bedroom Villa Oceanview!n Sleeps 8 - 2 Bathrooms
Marriott's Waiohai Beach Club is a beachfront resort in the Poipu area of Koloa, Kauai, Hawaii. Guest rooms and two-bedroom vacation rental villas provide comfort and island style on your next trip to Hawaii. Guest rooms offer a king bed and sofa bed for added space....
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Hillside Villas 1496-3 by Gather is a...