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.
Newly renovated spacious studio! Great location!
Enjoy a very comfortable stay in this clean, newly renovated large studio unit with a king size bed. Just steps from beach, Honolulu Zoo, and Kapi’olani Park, this location is hard to top. Modern kitchen with cook top, allows plenty of space for meal preparation. This...
HLR 93-3 Experience luxury in this 3BR condo at Hoolei Residences, Kihei!
Ho'olei 93-3 Stunning Wailea Luxury Vacation Rental Residence Perfect for Family and Group TravelWelcome to your Maui Retreat: Ho'olei 93-3 is a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho'olei, just a short stroll from world-famous...
Kaanapali Maui Eldorado B202 Garden View 1 BD
Enjoy the beauty of Maui from this inviting one-bedroom retreat with garden views. Located on a scenic golf course near the beach, it’s ideal for couples or small groups and includes a full kitchen, sofa bed, and breezy lanai for outdoor dining or relaxation. Unit B202...
Regency Waikiki Partial Ocean View 2 Bedroom 1 Bat
Unwind in your spacious two-bedroom condo, just a block from Waikiki Beach, restaurants, and shopping. Designed for up to six guests, it features a fully equipped kitchen, two cozy queen beds, and a comfortable sofa bed in the living room.Partial Ocean View 2 Bedroom 1...
Renovated - Spacious 2BR/1BA Loft, AC, Close to beach
Our condo is conveniently located in South Kihei steps from the beautiful Kamaole I Beach Park and close to many shops and restaurants. Take in the beautiful views from your private lanai and watch the sunset.Our renovated 4th floor penthouse condo with floor to ceiling...
Kaanapali Alii Residence 156
Kaanapali Alii 1562 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 156, a two-bedroom oceanfront condo on the shores of Kaanapali Beach. This stunning condo offers expansive vistas of the beach, pools,...
Newly Innovated Oceanview Beach Condo Sauna Pool
Summary:Welcome to your fashion-designed retreat on Khi Avenue just one block away from famous Waikiki beach Right in the heart of Waikk Perched on a high floor this serene smart space offers a relaxing escape with a gentle ocean peek from your private balcony Designed...
Steps to Beach! Chic 2BR at Maui Banyan Resort
Summary:🌴 2-Min Walk to Pristine Kamaole Beach – Ultimate island escape!🛁 Private Hot Tub & Resort Pool – Relax after sun-filled adventures.🛏️ Luxury Beds & Linens – Guests rave about restful sleep.🍽️ Fully-Equipped Kitchen – Cook gourmet meals with ease.📡 Fast WiFi +...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.Unit 715 Ocean View Studio• Waikiki Shore address...
Kaanapali Alii Residence 363
Kaanapali Alii 3632 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 363, a stunning two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This deluxe residence offers breathtaking views of the...
Kapalua Golf Villas | 3 Free Rental Cars | KBM Resorts | Large Bedrooms | 3 Units, 4 Bedrooms | ML-2117
** 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...
NEW LISTING nBeautiful Kailua Kona 2-bed 2-bath condo w/AC in at KKSRC by beach
Aloha! Welcome to exclusive Keauhou Kona Surf & Racquet Club (KKSRC)Experience Kailua-Kona like a local in this renovated 2-bedroom 2-bathroom condo 50 yards from the ocean.The space features king, queen, and one full bed, perfect for families or groups. Guests will...
Wailea Ekahi Village 51D - Wailea Ekahi Village 51D
Wailea Ekahi Village tropical vacation condos are situated above Maui\'s beautiful Keawakapu Beach and close to all the top Wailea resort hotels. Enjoy easy access from your vacation condo at Wailea Ekahi Village to the restaurants and spas of the Grand Wailea, Four...
Cozy 1-bedroom condo with AC in quaint Kapaa, Kauai, Hawaii.
Consider this condo your home away from home while you visit Kapaa. This pleasant one-bedroom retreat features a king bed for a restful night’s sleep. The living room offers a cozy murphy bed, perfect for extra guests or relaxing downtime. Enjoy the comfort of air...
Honua Kai Konea | 4 Free Rental Cars | KBM Resorts | Top Floor | 4 Units, 8 Bedrooms | ML-1313
** 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...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | King Size Bunk Beds | 2 Units, 4 Bedrooms | ML-1370
** 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...
Royal Kahana Maui Garden View Studio
This inviting studio provides a tranquil garden view and easy access to Maui’s beautiful beaches. Perfect for couples or solo travelers seeking comfort and convenience in a serene setting. Garden View Studio• Studio kitchen includes microwave, stovetop/oven,...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 3 Units, 7 Bedrooms | ML-1406
** 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...
Wai'ula'ula H102 Three Bedroom
This private, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Fisher Paykel and Wolf appliances/gas range and dual master suites. Additional features...
Pacific Sunset Paradise - Steps to beach and amenities
Welcome to your slice of paradise in Maui, Hawaii! Tired of crowded beaches? Say aloha to our this rental, just steps away from a white sandy beach off the beaten path. This beachside haven not only offers you the tranquility you crave but also puts you within flip-flop...
"Ali'i" Studio w/ FREE Parking & Full Kitchen
Our Premium ALI'I STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
Aqua Aloha Surf Waikiki 314 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #314 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona
Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 2 Bedrooms | ML-1493
** 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...
New Listing – Quam Properties: Lahaina Shores 324 Beachfront Studio
Lahaina Shores 324 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 324 is a 3rd-floor West Maui Mountain view studio offering a comfortable Queen bed, air conditioning,...
Kaanapali Alii Residence 442
Kaanapali Alii 4422 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 442, a stunning one-bedroom, ocean-view condo, with a fully enclosed den that comfortably serves as a second bedroom, in Maui's exclusive...
Beachfront Bliss on Sugar Beach
This is a recently refreshed 1 bed, 1 bath condo right on the beach.. Enjoy direct oceanfront on Sugar Beach with a lush, tropical garden area on the side. Sugar Beach is the longest pristine, white sand beach on Maui. You can walk in one direction for almost 3 miles!...
2 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Aloha Springs Ohana
Enjoy a stylish experience at this centrally-located ohana. We are Located at 1500 elevation with sweeping ocean views & cooler breezes just 10 minutes to beaches and down town Kona. The inside offers a stylish remodeled design with 10 foot ceilings two bedrooms...
Kaanapali Maui Eldorado I202 Garden View 1 BD
This charming garden-view condo offers space to unwind just steps from Maui’s beaches and nestled along Kaanapali golf course. With one bedroom, a full kitchen, and a comfortable living area, it’s the perfect island home base for up to four guests. Unit I202 Garden View...
Marriott's Kaua‘i Lagoons | Two 2BR Villas
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Wrap Around Lanai | 2 Units, 5 Bedrooms | ML-1409
** 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...
Refined Resort Wailea Oceanview Vistas
Summary:Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Custom Hardwood Floors | 2 Units, 5 Bedrooms | ML-1412
** 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...
Easy Access to Maui’s Top Sights, with Outdoor Pool, Pets Allowed | 3 Units
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
perfect studio suite for two, KEK, Princeville, Kauai
About this spaceOverlooking Anini Bay, this resort is an escape to a South Pacific paradise on Kauai’s north shore. Enjoy all the resort amenities and nearby golf, or roam the whole island for breathtaking adventure. Whatever your style, there’s something here for...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous KoOlina Beachfront Resort + Amenities. 2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅...
Mauna Lani Point J101
Welcome to the serene and luxurious Mauna Lani Point J101, a perfect retreat nestled in the heart of Kamuela, Hawaii. This stunning 1-bedroom, 1-full and 1-half bathroom condo offers a cozy yet elegant space for up to two guests. The master bedroom features a plush...
Maui Resort Rentals: The Whaler 6th Floor Studio w/ Gorgeous Ocean and Mountain Views!
Perched on the 6th floor, Suite 614 offers gorgeous views of Kaanapali Beach, the Pacific Ocean, and the lush West Maui Mountains—all from the comfort of your private lanai. Sip your morning coffee while taking in the tropical landscape and listening to the soothing...
Wai'ula'ula 328 - Luxe Oceanview Residence
This luxe, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances, including a double oven and wine refrigerator, dual master suites and a...
Relaxing Beachside getaway.
Relax and unwind in this oceanfront 2BR/2BA condo in Honokowai with breathtaking views from the lanai. Perfect for families or couples — it sleeps 6 with a King, Queen, and Full pull-out sofa bed. Enjoy free parking, free Wi-Fi, a fully equipped kitchen, beach gear, and...
Wailea Beach Villas PH403 - 3 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
North Shore Sweet Spot w/ King Bed Overlooking Lush Valley
Welcome to Hale Moi, your tropical escape on Kauai's stunning North Shore! Our charming Princeville condo offers comfort, authentic island experience, and lush greenery. Enjoy breathtaking views from your private lanai, modern amenities, easy access to Hideaways Beach...
FREE Parking1BR Penthouse Condo @Palms +near Beach
【Basic Info】This is a private 1 Bedroom 1 bathroom condominium unit in Waikiki!!You can enjoy your stay by only yourself, friend or partner. The condominium is located in Waikiki.It's closed to many famous shopping centers like Royal Hawaiian Center, T Galleria!You can...
Maui B&B | 3 Oceanview Rooms | Steps from Beach w. AC | BBQ & Free Breakfast
The Space:50% Off Grand Reopening Special! Welcome to our newly refreshed Maui Beach House Bed & Breakfast, where you can enjoy All 3 ensuite guest rooms each with private access through the shared lobby-lounge, located at a private estate directly across from the...
Kaanapali Maui Eldorado A106 Partial Ocean 1 BD
This airy one-bedroom condo overlooks Kaanapali golf course with a glimpse of the ocean beyond. Located near the beach, it features a relaxed living area, kitchen, and lanai for enjoying morning coffee or evening sunsets. Unit A106 Partial Ocean View 1 Bedroom 1 Bath•...
Christmas week in Kauai. Charming 2-bedroom condo in beautiful Princeville
Located in Princeville, enjoy what this 2-bedroom condo has to offer. With 1 king bed and 1 queen bed, guests can relax in the amazing living room space with an additional queen bed. The property also features 2 bathrooms with a bathtub and hair dryer. Whether you're...
🏖️Beautiful Mountain View | Concierge Included | Spacious!
vrKCV - Vista Waikoloa D204, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Vista D204, a comfortably appointed condo ideal for couples or families. This 2-bedroom, 2.5-bathroom second-floor unit is nestled in the heart of Waikoloa Beach Resort and...
BEACHFRONT CONDO, HALE KAI O' KIHEI, VIEW AMAZING SUNSETS ON YOUR PRIVATE LANAI
IMAGINE YOUR PERFECT DAY AT HALE KAI O KIHEI - OCEANFRONT MAUI LIVING!Unlike most condos in Kihei, this one is not on the main road (South Kihei Road) but is instead on a small quiet side street between the main street and the ocean. And unlike many Kihei condos, this...
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...