Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Beach Lover's Dream: Inviting Room with Stunning Partial Ocean Views!

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...

Welcome to Unit 365

Welcome to 365, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This luxury residence offers dazzling unobstructed views of the sparkling Pacific Ocean disappearing into the horizon and neighboring islands Lanai and Molokai. Vast windows and a private...

Moani Heights 13 Four Bedroom

Rest and recharge in this luxurious four-bedroom, four-bath island retreat, where indoor comfort meets stunning outdoor living. The open-concept kitchen and living area flow seamlessly onto a spacious, furnished lanai, perfect for enjoying the coastal breeze. Step...

Recently Renovated - Wailea Beach Villas Excellence

Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Mauiâs most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...

Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby

Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...

Christmas Week Dec 19-26th at The Westin Nanea ocean resort on Kaanapali beach

Special week December 19th - 26th!!!!!Experience Nanea - a state of relaxation and repose - firsthand. Resort blends a top-notch vacation experience with the authentic history and culture of Hawaii. Amenities include a 10,000 square foot lagoon style pool with a upper...

SUMMER SALE! Elegant 2BR Condo w Lanai, Pools & Beach Access - Honua Kai K204

FLASH SUMMER SALE!!! We're offering exclusive discounts on all summer stays booked this week—don't miss out on these updated lower rates.Experience the Maui Beach Resort Life from this West Maui Condo, Steps to the Pool and Sand | Honua Kai K204Your Maui Retreat:...

Panoramic Views! 2 Comfortable Units, Outdoor Pool, Near Kanaha Beach Park!

Discover the spirit of Aloha at this harborside Maui property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...

Kaanapali Shores | Oceanfront, Beachfront | KBM Resorts | Oceanfront, Beachfront | 2 Units, 3 Bedrooms | KS ML-3659

** 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 Hokulani | 3 Free Rental Cars | KBM Resorts | Spacious Lanai | 3 Units, 4 Bedrooms | ML-2531

** 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...

Princeville Kauai 2 Bedroom Villa Sleeps 4

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Unwind at the adorable and comfortable free-standing 2-story villa located in the prestigious community of Princeville! This spacious, fully furnished 2 bedroom and 2.5 bath stand alone...

Tranquil Oceanfront Retreat | Lahaina Shores 421, Pure Aloha!

Lahaina Shores 421 - Many upgrades!Welcome to Lahaina Shores 421—a beautifully appointed oceanfront studio on the 4th floor, designed for comfort and relaxation. Perfect for two guests, this retreat features central air conditioning, a brand-new platform bed with a firm...

Beautifully designed quiet townhome with a fenced backyard!

Unique and inviting 2 story townhome with a yard ! Upper level features a master suite with separate bathroom and trundle bed under California King, second bed has a Queen bed and a single bed folded in closet and it’s own full bathroom. Main level has a sectional couch...

The Westin Kāanapali Ocean Resort/ 2-Bedroom

Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...

Waikiki on a Budget | Dining, Surf & Shopping Nearby 404

Waikiki Condo 3 Blocks to Beach | Sun, Sand & Surf Waikiki 404 96815.Located in the heart of Waikiki '2413 Kuhio' is ideal for remote workers and longer stays with a full kitchen, space studio floorplan and full bathroom. Styled with modern comfortable furnishings and...

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...

AS11F-02 Heart of Waikiki: Partial Ocean Corner View

Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...

Westin Princeville Ocean Resort Villas Studio Unit - Many Dates Available!

Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...

Maui Ocean Club in Lãhainã - Garden View Studio

🏖 Resort Highlights:✔ Prime beachfront location on famous Kaanapali Beach 🏝✔ Lagoon-style pools, waterfalls & whirlpools 🏊‍♂️✔ Children’s pool, splash zones & water slides 🛝✔ On-site restaurants, bars & marketplace 🍹✔ Fitness center, spa & yoga classes 🧘‍♀️✔ Beach...

Diamond Head Grandeur: Kahala Luxury Villa with Ocean View

Welcome to Diamond Head Grandeur, a breathtaking 5 bedroom, 5.5 bathroom luxury villa located in the prestigious Kahala neighborhood on Oahu’s south shore. Just minutes from the iconic Diamond Head State Monument, Kaalawai Beach, and the vibrant energy of Waikiki and...

Honua Kai | Large Lanai | KBM Resorts | 2 Units, 4 Bedrooms | HK ML-3738

** 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...

Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KBV ML-1987

** 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...

Pool House with 2Queen Beds – Poolside Comfort

Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric Hotel...

Tropical Waikiki Stay with Breathtaking Views and Modern Comforts

Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...

Luxury condo w/ ocean views, private lanai, full kitchen, shared pool & hot tub

Hali’i Kai 11A on the Big IslandOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury Living at Hali’i Kai: Waikoloa’s Only Oceanfront Condo Community!Aloha and welcome to your Big...

Royal Sea Cliff Kona Garden View 2 Bedroom

This garden-view two-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops and dining. Garden View 2 Bedroom 2 Bath• Condos located on 1st, 4th, and 5th floors •...

HGVC Point At Poipu 2 Bed 2 Bath Unit

Beautiful 2BR/2BA Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before sending a...

The Heights Hideaway

About this spaceCute & cozy two-bedroom apartment on the ground level of a single-family home. Private entrance. Includes a full kitchen with appliances and a private bathroom with a shower.The spaceYour space is located on the ground level with a private entrance.You...

Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen

Welcome to Kailua Beachside, a five-bedroom, five-bath beachfront villa where modern design meets the relaxed rhythm of island life. Located on the peaceful north end of world-famous Kailua Beach, this two-story residence offers a seamless connection between indoor and...

Relax in Maui: Ocean View Studio Premium at Westin Kaʻanapali North

Unwind in paradise with this Studio Premium – Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North, where comfort meets sweeping views of Maui’s coast. Designed for up to four guests, the villa offers around 500 square feet of thoughtfully appointed...

Live the Island Life: 2 Modern Rooms, Pool, Bikes, Daily Poolside 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....

Honua Kai | 3 FREE Rental Cars | KBM Resorts | Amazing | 3 Units, 6 Bedrooms | HK ML-2882

** 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...

Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Partial Ocean AND West Maui Mountain Views!

Designed for families and groups seeking both space and privacy, this luxurious combined offering pairs a 2BR/2BA suite with a neighboring 1BR/1BA suite to create the ideal setting for your group to gather and reconnect. Both residences enjoy beautiful partial ocean...

The Lodge at Kukui‘ula - Cottage 7

Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking South Shore of Kaua'i within a private 1000-acre resort community. Cottage 7 at the prestigious Lodge at Kukui'ula offers a perfect blend of luxury, comfort, and authentic island living.This...

Spacious 2br Waikiki

Conveniently located in the middle of Waikiki, just a block away from the famous International Market Place. This spacious 2 bedroom 1 bath boasts a full kitchen and private lanai to enjoy the Ala Wai views. Secured assigned parking. Washer / Dryer available on every...

Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby

Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...

Beautiful 1-bedroom condo with AC in welcoming Kihei

Consider this condo your tropical retreat while you visit beautiful Maui. This charming second floor unit features one bedroom with a queen bed and two bathrooms, each with a refreshing shower. Guests can unwind in the peaceful living room, which includes a comfortable...

Oceanfront Villa- Step Right Out Onto Lahaina's Top Beach

Puunoa Beach Estates 105 2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 105, your idyllic two-bedroom oceanfront retreat overlooking Lahaina’s family-friendly Baby Beach. This ground-floor slice...

Aqua Aloha Surf Waikiki 1002 | City View Suite – Pool & BBQ

Aqua Aloha Surf Waikiki #1002 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...

Island Surf 510 | Water Views, Across from the Beach + In the Heart of Kihei!

Escape to the serene paradise of Island Surf 510C, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 4 guests, boasting 2 spacious bedrooms and 2 bathrooms all conveniently situated on one...

Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-208

Makena Surf B-208Welcome to Makena Surf B-208, a luxurious oceanfront condo that combines the serenity of beachfront living with upscale finishes and exceptional comfort. Located in the prestigious Makena Surf Resort, this second-floor unit boasts panoramic views of the...

Couples Retreat! 138 Shores at Waikoloa

Step into paradise at the "138 Shores at Waikoloa," a luxurious one-bedroom condo nestled in the heart of Waikoloa. The sleek, modern design of this condo offers a perfect blend of comfort and style, making it an ideal retreat for couples seeking a romantic getaway. The...

Konishiki Beachhouse: Luxury 4BR Oceanfront Home w/ Private Pool, Beach Access

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 Konishiki Beachhouse 4BD by Gather,...

Akaka Falls 6BR Ocean‑View Retreat with Hot Tub

Spacious 6BR ocean‑view retreat in historic Honomu, 20 minutes from Hilo and just minutes from Akaka Falls State Park and Kolekole Beach Park. Perfect for large groups and families, our bright Hawaiʻi‑style home has a wraparound deck, huge backyard, private hot tub and...

Peaceful Getaway Near the Beach | 4 Comfortable Rooms with Outdoor Pool

Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstepThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 270 sq. ft, equipped...

Skyline Access w/ Pearl Views - W/D, Parking, A/C

Wake up to breathtaking views of Pearl Harbor and the Pearl City skyline from this bright, modern 1BR/1BA high-rise retreat. Panoramic windows flood the open-concept living space with natural light. The sleek kitchen features stainless steel appliances, quartz...

Kapalua Golf Villas Ocean View 2 Bedroom

Golf Villas Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin beds;...

Grand Champions | 3 Free Cars | KBM Resorts | Extra Large Corner Suite | 3 Multi-Listing Units, 5 Bedrooms | ML-3786

** 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...

Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Incredible Modern Alii Drive Home with Ocean Views! A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the home.Stay cool with ceiling fans...

Oceanfront End Unit, Lanai Steps from the Sand, Pool & Pickleball -Unit 3

There's beachfront, and then there's this. Unit #3 sits on the ground floor of Kiahuna's Building One, one of the most coveted positions in the entire resort, with the ocean practically at your doorstep. Step off your private lanai and the beach is right there; no lawn...