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.
Westin Ka'anapali Ocean Resort Villas - OCEAN VIEW 1 Bedroom Villa
Luxury 1-Bedroom Ocean View Villa at Westin Ka’anapali Ocean ResortAvailability:7 nights from August 31 to September 7, 20257 nights from April 5 to April 12, 2026Enjoy a relaxing getaway at this stunning oceanfront resort on Maui’s west side, located on North...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
Kamaole Sands #10-313 Ocean View, Large Lanai, Close to Beach
Kamaole Sands #10-313 is a one-bedroom two-bath single-level end unit on the third floor with a peek-a-boo ocean view. There is split system A/C throughout, a fully equipped kitchen, washer/dryer, telephone, and free Wi-Fi. Unit #10-313 has high-definition flat-screen...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL 14 DAYS PRIOR TO YOUR...
HawaiianBliss Spacious 2BR Marriott Ko Olina Villa for the Perfect Family Escape
**Available exclusively from August 7–14, 2026. A minimum 7-night stay is required.** Picture mornings with ocean breezes, afternoons by turquoise lagoons, and golden sunsets on the sand. Marriott Ko Olina Beach Club is a slice of paradise on Oahu’s sunny west coast....
** 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...
Kaanapali Alii 4812 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 481, a beautifully remodeled one-bedroom residence with a fully enclosed den that comfortably serves as a second bedroom. Located...
Ocean View Beach Front Condo in Downtown Lahaina
Welcome to our home away from home in Downtown Lahaina! Wake up to the sounds of the ocean as you step out onto your lanai to take in the oceanfront views of West Maui. Enjoy all that Lahaina Shores Beach Resort offers- completely renovated since the fire 2 years ago...
HM8 Great Waikiki Canal View - Modern Cozy Studio
Welcome to our elegantly and efficiently designed studio in the heart of Honolulu, where a small space transforms into a delightful haven, ensuring you a positively memorable stay with thoughtful amenities and genuine hospitality.Our studio boasts a standout feature of...
Discovery Bay deluxe city view, near Ala Moana Shopping Center & the beach!
Welcome to your island escape in the sky! Located on the 24th floor of Discovery Bay, this beautifully renovated 1-bedroom, 1-bathroom condo offers 852 sq ft of comfortable living space and stunning views of Diamond Head, the city, and the lush mountains.Unit features:•...
Magic Skies Koi Pond View Handicap Accessible Room
With double doors leading to a koi pond on the main level this koi pond themed room is quaint and comforting. The room is fully handicap accessible with 36" doors, has a king size bed, a sitting chair, bench, no steps, private bathroom with tiled walk-in shower with...
** 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...
Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢-Marriott KoOlina Beach Club Resort+Amenities
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...
Waipouli Beach Resort E304 Ocean View 1 BD 2 BA
Wake up to sweeping ocean views from this beautiful one-bedroom condo, perfect for a relaxing getaway. Designed for two, it features a private lanai where you can soak in Kauai’s breathtaking coastline.Unit E304 Ocean View 1 Bedroom 2 Bathroom• Kitchen features granite...
Ground Floor Maui Sunset B105 on the oceanfront in Kihei
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot patio. Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get any better....
Royal Kahana Maui 504 Ocean View Studio
Your peaceful ocean-view studio near Kaanapali Beach awaits—offering comfort, convenience, and stunning scenery for small families or couples. Unit 504 Ocean View Studio• 5th floor studio with balcony overlooking the ocean and view of the island of Molokai • Studio...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
Lahaina Shores 413 Breathtaking Beachfront Remodeled Studio
Lahaina Shores 413 NEW LISTING Experience Your Next Maui Oceanfront Escape in this Studio with Sweeping Views of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
** 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! Ocean View Kapalua Ridge Villa 1223: Spacious 2BR Retreat
Welcome to Kapalua Ridge Villa 1223, a beautifully upgraded two-bedroom, three-bathroom townhome that blends luxury, comfort, and sweeping ocean views into an unforgettable Maui retreat. Offering approximately 1,756 square feet of living space, this spacious villa is...
Napili Shores D230 Studio Relaxing Garden View Retreat Near Napili Bay & Ocean
Napili Shores D230 Wonderful Studio On the West Maui Coast and Steps from Napili BayWelcome to Your Maui Retreat: A cozy studio condo nestled in the lush gardens of the beloved Napili Shores resort, just a short stroll from the golden sands of Napili Bay. Here, you'll...
2 Oceanview Luxury Suites+ pool and Jacuzzi
Stay with us at this 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.We offer Tesla Model Y rental. Enjoy exploring the island the eco-friendly way with autopilot,...
Waipouli Beach Resort A106 Oceanfront 2BD 3BA
Experience unmatched oceanfront living in this spacious two-bedroom condo. With sweeping views and direct beach access, it’s the perfect retreat for families or groups seeking a true Kauai paradise.Unit A106 Oceanfront 2 Bedroom 3 Bathroom• Extra-large floor plan...
Welcome to Kaanapali Alii 2116, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe two-bedroom, two-bathroom condominium offers a serene escape with breathtaking views of the West Maui Mountains and lush greenery. Ideal for a family-friendly...
3BR/2BA New Build | Pool | W/D | Garage | Park
Welcome to this brand-new home: a spacious 3-bed, 2-bath, 1600 sqft retreat perfect for guests seeking ample space and a peaceful, safe neighborhood. Enjoy an open-concept living area with vaulted ceilings, extending to a covered lanai. The modern kitchen boasts sleek...
Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Kick back and relax in this calm, stylish space. This condo features an upgraded interior that provides a comfortable and enjoyable stay. It is ideally located for easy access to the airport and nearby attractions, perfect for exploring the area. The condo is...
KBM Resorts | FREE CAR | Papakea | 1-Bedroom Condo with Beach Access! PKD-104
** 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...
Don't LET This ONE of a Kind Home Slip Through Your Fingers!
The custom ocean view home is a 5 bedroom, 4 bath residence with an extra TV room as well. The home has P/V to cut the electric bill. The pool and spa setting is like an oasis with a four step waterfall in the background. There is also an ocean/mountain view on the top...
Waikiki: Walking Distance 30 Night Minimum
Waikiki: Walking Distance 30 Night MinimumPrime Waikīkī Condo – 2BR with Pool, Balcony & Remote-Work ComfortEscape to paradise at this modern 2-bedroom, 1-bath Waikīkī vacation rental which is the perfect getaway for travelers and remote workers alike. Located in the...
Maui Resort Rentals is proud to present this stunning 1BR oceanview penthouse at the iconic Whaler resort on Kaanapali Beach. Newly launched on November 3rd, 2025 this penthouse is now open for reservations with availability beginning on February 13th, 2026!Suite 1257...
Ocean Front Condo, Modern & Bright
Location is key for our newly renovated 1 bedroom sunny South Kihei unit. Watch spectacular sunsets and whale watch from the comfort of your second story lanai. Experience island life at its best! Shopping, dining, surf lessons, and great beaches are all within walking...
The Lodge at Kukui‘ula - Bungalow 9
Nestled in the exclusive Kukui'ula resort on Kaua'i's stunning south shore, this luxurious one-bedroom bungalow offers an unparalleled Hawaiian retreat. Bungalow 9 seamlessly blends indoor and outdoor living, capturing the essence of island life in a sophisticated...
SPECIAL RATE - New Waimea Listing 2BR/2BA
He Hale ia no ke Aloha “A home that offers the chance to share in a reciprocal expression of ALOHA from the time you arrive to long after you leave.”Whether youʻre a visitor or Hawaiʻi resident planning a trip to Hawaiʻi Island or looking for a home away from home for...
Your Home Away From Home! Outdoor Swimming Pool, Partial Ocean View!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Waikiki Paradise Awaits! Relax with Pool, Rooftop Views, 2 Blocks to Beach!
Family-friendly property located just steps from the beachThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high...
Summary:Enjoy oceanfront comfort just steps from Poipu Beach at Nihi Kai 201. This spacious two-level villa offers 1,507 sq. ft. of living space, beautiful ocean and pool views, multiple lanais, and easy access to Brennecke’s Beach. With resort amenities—including a...
NEW! KBM Resorts: Kapalua Ridge Villas KRV-2314 Sweeping Ocean, Golf/Mountain Views, w/Rental Car
** 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...
One Bedroom Ocean View Kaanapali Shores 645
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
Studio Apartment within walking distance to Waikiki
Nice place, within the heart of Honolulu- close to downtown, Waikiki and great surf spots and beaches. The neighborhood is residential but connects to all kinds of restaurants within walking distance. There is a room with A/C and Internet, but the breeze is always...
Oceanview updated condo w/AC on a 6 mile stretch of sandy beach
Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
Royal Kahana Maui 203 Garden View Studio
Step into your serene studio with calming garden views and near to Kaanapali Beach and Kapalua Bay. This cozy accommodation comfortably welcomes guests seeking a tranquil island getaway. Unit 203 Garden View Studio• 2nd floor studio with balcony • Studio kitchen...
Royal Kahana Maui 1005 Ocean View Studio
This cozy ocean-view studio offers a stylish retreat just minutes from beautiful beaches. Perfect for families or couples seeking relaxation.Unit 1005 Ocean View Studio • 10th floor studio with balcony overlooking the ocean and the island of Molokai • Studio kitchen...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a 2 Queen Beds (in bedroom) & a sofa in living area, full kitchen,...
Pele's Breath Jungalow Near Kilauea Volcano
Your cozy getaway awaits in Mountain View at this cozy bungalow. This charming retreat features 1 bedroom with a comfortable queen bed, a well-equipped bathroom with a bidet and shower, and convenient amenities like WiFi and on-site laundry. Nestled in a peaceful...
Ko Olina Kai Getaway • Gated Condo Near Beach w/Pool & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
3 Units | Full Kitchen | Outdoor Pool | Princeville Beach Access
Nestled in scenic Princeville, this resort offers easy access to Hanalei Bay and nearby beaches, ideal for outdoor enthusiasts. Guests can enjoy spacious accommodations with stunning ocean views and a tranquil island atmosphere.This listing is for 3 separate rooms...
2 bedroom 2 bath ~ Free Parking ~ minutes from the beach ~ 4 beds, sleeps 7
Experience Waikiki perfection! Our spacious 2BR/2BA condo sleeps 7 (4 beds). Amazing location just 1 BLOCK from the beach!• 1 Block to Waikiki Beach & Kalakaua Ave shops/dining.• FREE Assigned Parking (Huge Waikiki perk!) • In-unit Washer/Dryer• Full Kitchen • Nearby...
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily Housekeeping
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily HousekeepingThis desirable corner 3 bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean, Haleakala on Maui Island, Jack Nicklaus Golf Course from both upper and lower levels...
Opening to sweeping ocean and coastline vistas from its perch atop the High Bluffs, Hapuna Modern House is a rare expression of Hawaiian Modern design. Clean architectural lines, expansive walls of glass, and intentional simplicity allow the surrounding volcanic...